Acetone → HCID 21186727、化合物

HRID 1384288ノート

反応式

HRID 1384288 の反応式
[CH3:1][C:2]1[N:7]=[C:6]2[CH2:8][CH2:9][CH2:10][CH2:11][C:12](=[O:13])[C:5]2=[CH:4][C:3]=1[C:14]([O:16][CH2:17][CH3:18])=[O:15].[BH4-].[Na+].CC(C)=O.[Cl-].[NH4+]>CO>[OH:13][CH:12]1[C:5]2[C:6](=[N:7][C:2]([CH3:1])=[C:3]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH:4]=2)[CH2:8][CH2:9][CH2:10][CH2:11]1

参加物

6

反応物 4

HCID 180AcetoneHCID 25517Ammonium ChlorideHCID 4311764Sodium borohydride2 回HCID 21186679HCID 21186679、化合物

生成物 1

HCID 21186727HCID 21186727、化合物収率 96.1%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

In an atmosphere of argon, ethyl 2-methyl-5-oxo-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine-3-carboxylate (400.0 mg, 1.62 mmol) was dissolved in methanol (5.0 ml), and the solution was mixed with sodium borohydride (91.9 mg, 2.43 mmol) at 0° C. and stirred at the same temperature for 1 hour. Acetone was added dropwise to the reaction solution at 0° C. to decompose excess sodium borohydride and then the thus treated reaction solution was mixed with saturated ammonium chloride aqueous solution, extracted with ethyl acetate and washed with water and saturated brine. After drying with anhydrous sodium sulfate, the solvent was evaporated under reduced pressure and the resulting residue was purified by a silica gel column chromatography (ether:hexane=2:1) to obtain the title compound (387.7 mg, 96.1%) as colorless oil.

後処理

  1. customthe thus treated reaction solution
  2. extractionextracted with ethyl acetate
  3. washwashed with water and saturated brine
  4. dry with materialAfter drying with anhydrous sodium sulfate
  5. customthe solvent was evaporated under reduced pressure
  6. customthe resulting residue was purified by a silica gel column chromatography (ether:hexane=2:1)

出典と根拠

ORDレコード
ord-59be388bcbf34e018defb5cba54cce66
出典データセット
uspto-grants-2001_07
特許番号
US06258829B1

反応ノート

読み込み中…